718831
4-(Carboxymethyl)phenylboronic acid pinacol ester
95%
Synonym(s):
2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenylacetic acid, Phenylacetic acid-4-boronic acid pinacol ester
About This Item
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Quality Level
assay
95%
form
solid
mp
165-170 °C
SMILES string
CC1(C)OB(OC1(C)C)c2ccc(CC(O)=O)cc2
InChI
1S/C14H19BO4/c1-13(2)14(3,4)19-15(18-13)11-7-5-10(6-8-11)9-12(16)17/h5-8H,9H2,1-4H3,(H,16,17)
InChI key
FNLWHBHWDXCWHV-UHFFFAOYSA-N
Related Categories
Application
- As an intermediate to prepare hydantoin-derived autotaxin inhibitors.
- As a substrate in the synthesis of reactive oxygen species (ROS)-sensitive and H2O2-eliminating materials by interlinking phenylboronic acid pinacol esters onto β-cyclodextrin.
- To prepare 5-aryl-2-aminopyridine derived FLT3 kinase inhibitors.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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The synthesis of biaryl compounds via the Suzuki–Miyaura coupling reaction has become more commonplace now that many arylboronic acids are readily available.
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